Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/006—Antidandruff preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
  • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
  • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
  • A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
  • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
  • A61K8/9783—Angiosperms [Magnoliophyta]
  • A61K8/9794—Liliopsida [monocotyledons]
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q15/00—Anti-perspirants or body deodorants
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/008—Preparations for oily skin
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/10—Washing or bathing preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/12—Preparations containing hair conditioners
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/02—Anionic compounds
  • C11D1/04—Carboxylic acids or salts thereof
  • C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/02—Anionic compounds
  • C11D1/32—Protein hydrolysates; Fatty acid condensates thereof
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/16—Organic compounds
  • C11D3/20—Organic compounds containing oxygen
  • C11D3/2003—Alcohols; Phenols
  • C11D3/2065—Polyhydric alcohols
• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/52—Stabilizers
  • A61K2800/524—Preservatives

Definitions

• the present invention relates to the use of capryloyl glutamate, capryloyl hydrolysate salts of wheat and/or rice proteins in detergent or cosmetic compositions provided with sebum regulating, anti-dandruff and/or anti-odour properties and simultaneously provided with hydrating and self-preservative properties.
• the present invention therefore has the object of providing a detergent or cosmetic composition provided with the above indicated functional properties (that is to say, sebum regulating, anti-dandruff and/or anti-odour) which does not have the above-mentioned disadvantages.
• These derivatives are salts of capryloyl glutamate and capryloyl hydrolysate of rice and/or wheat protein.
• the salts of capryloyl glutamate can be obtained by the Schotten-Baumann reaction by making the amino group of the glutamic acid react with capryloyl chloride in a basic environment, according to the following reaction:
• the salts of capryloyl hydrolysate can be obtained by means of the Schotten-Baumann reaction by making the amino group present in the hydrolysate react with capryloyl chloride in a basic environment according to the following reaction:
• R is the peptide residue obtainable by means of hydrolysis of wheat and/or rice proteins.
• This peptide residue (or hydrolysate) is obtained by acid hydrolysis (with HCl) of gluten (wheat) and/or husks (rice) and subsequent filtration to separate the product obtained from the drogs.
• an enzymatic hydrolysis can also be used, by exploiting the amylase and protease enzymes.
• the product obtained from hydrolysis is a mixture of peptides having a molecular weight between 1000 and 4000 Dalton. In the ambit of the present specification this product will sometimes be indicated as “peptide residue” and other times as “hydrolysate of wheat and/or rice protein".
• the dissociated carboxylic groups present are neutralised by salification with a base chosen in dependence on the desired salt, for example NaOH or KOH.
• a base chosen in dependence on the desired salt, for example NaOH or KOH.
• the sodium or potassium salt is brought to a pH of 2.0-3.0 with phosphoric acid to obtain the acid form and subsequently dissolved in water and neutralised with the desired base.
• the dissociated carboxylic groups are preferably neutralised with cations chosen from groups which consist of: cations belonging to the groups of alkaline metals or other monovalant cations such as Cu + ; cations belonging to the groups of alkaline earth metals or other bivalent cations such as Pb 2+ ; trivalent cations such as Al 3+ ; polyvalent cations such as Sn 4+ ; NH 4 + or amine bases chosen from triethanol amine, monoethanol amine, diethanol amine, monoisopropanol amine, tri-isopropanol amine, 2-amino butanol, amino ethylpropanediol, arginine, lisine, ornithine, amino methyl propanol, amino methyl propanediol and 2-amino-2-hydroxymethyl-1,3-propanediol.
• Such neutralising cations can also be utilised in combination with one another.
• a subject of the invention is therefore the use of a salt of capryloyl glutamate and/or capryloyl hydrolysate of wheat and/or rice proteins as self-preservative and hydrating agents and simultaneously sebum regulating, anti-dandruff and/or anti-odour agents in the formulation of a detergent or cosmetic composition free from other self-preservative agents and other hydrating agents, or including other self-preservative and/or hydrating agents at a non-efficacious concentration and/or insufficient to confer the desired characteristics of self-preservative and/or hydration in an analogous or similar composition free of the said salts (composition).
• analogous or similar composition free from the said salt is intended to indicate a composition constituted by the same components in the same quantities as the composition of the invention, but which is differentiated from it by the fact that the capryloyl glutamate salt and/or capryloyl hydrolysate salt of wheat and/or rice proteins is replaced by an equal quantity of other anionic surfactant agent.
• a detergent or cosmetic composition has the desired self-preservative characteristic when it responds positively to the tests for evaluation of the efficacy of the preserving power.
• Such tests are conducted according to the indications provided by the United States Pharmacopoeia (USP) and/or by the Cosmetic, Toiletry and Fragrance Association (CTFA).
• USP United States Pharmacopoeia
• CFA Cosmetic, Toiletry and Fragrance Association
• the cosmetic or detergent composition has a pH less than or equal to 5, more preferably a pH in the range from 3.5 to 5.0.
• self-preservative agents commonly utilised in detergent or cosmetic compositions of the prior art, but absent from the composition according to the invention, or at most present in non-self-preservative concentrations are, for example, formaldehyde, chlorine, hypochlorite, compounds which release chlorine, chlorine dioxide, iodine and iodofers, phenol, cresol, chlorocresol, amphoteric compounds with self-preservative characteristics, chlorhexidine, peracetic acid and dehydroacetic acid, mercury compounds, alcohols, sorbic acid, benzoic acid, salicylic acid, boric acid, formic acid, propionic acid and salts derived from the use, bronopol, 5-bromo-5-nitrodioxane, hexamethylene tetramine, DMDM idantoine, various inantoines such as MDM idantoine, chloracetamide, ureas such as imidazolidinyl - urea and diazolidinyl
• the non-self-preservative concentration varies in dependence on the compound considered, and can be easily determined by the man skilled in the art since the above-listed compounds are all known and usually utilised in cosmetics as self-preservatives.
• a detergent or cosmetic composition has the desired hydrating characteristics when it is capable of obviating the symptoms and manifestations of dry skin and hair (according to the definition of " hydrating compounds” in "A Short Textbook of Cosmetology", K.F. De Polo, first edition 1998 ).
• the salts utilised in the present invention have such hydrating properties.
• capryloyl glutamate and capryloyl hydrolysate
• Both wheat and rice hydrolysate protein and glutamic acid have hydrating properties.
• the protein hydrolysate in contact with the skin, forms a continuous protective layer over the corneal layer thereof, protecting it from external aggressions and increasing the hydration by reduction of TEWL (Trans Epidermal Water Loss).
• protein hydrolysates are sources of amino acid, which constitutes 40% of the natural moisturising factor (NMF).
• NMF moisturising factor
• the caprylic acid component on the other hand performs its particular action of controlling the increase of pathogenic micro-organisms, dandruff, body odours, the production of sebum and cutaneous disorders.
• salts of capryloyl glutamate and/or capryloyl hydrolysate of wheat and/or rice protein in the formulation of the detergent or cosmetic compositions thus make it possible to eliminate or in any event substantially reduce the addition of hydrating factors, emollients or palliatives for the skin, concentrations of which, if present, will nevertheless be less than the efficacious threshold for hydrating activity.
• hydrating agents commonly utilised in detergent or cosmetic compositions of the prior art, but absent from the compositions according to the invention, or at most present in non-efficacious concentrations, are, for example, glycerine, sorbitol, propyleneglycol, polyethylene glycol with molecular weight from 200 to 600, Sorbeth-30, urea, lactic acid and its salts, mucopolysaccharides such as ialuronic acid and chondroitin sulphate, orotic acid, lanolin, petrolatum, mineral oils, occlusive substances which hydrate the skin by preventing the evaporation of water, and their mixtures.
• the concentration which is not efficacious for hydration varies in dependence on the compound considered, and can be easily determined by the man skilled in the art since the above-listed compounds are all known and commonly utilised in cosmetics as hydratants.
• the detergent or cosmetic compositions preferably include an aqueous medium, although the salts utilised can equally well be used in emulsions.
• the total concentration of salts of capryloyl glutamate and/or capryloyl hydrolysate of wheat and/or rice protein in the compositions is preferably one which is sufficient in itself to confer the desired self-preservative characteristics and hydrating action, that is such as to confer the said characteristics in combination with other self-preservative and/or hydrating agents present in concentrations which are not sufficient per se to confer such characteristics.
• This concentration lies preferably between 0.5% and 25% by weight of active substance with respect to the total composition, more preferably between 1.5% and 15% by weight of active substance. In this range of concentration, in fact, the salts present are able correctly to perform all their functions.
• the detergent or cosmetic compositions can include at least one further and separate surfactant agent chosen from anionic surfactants such as, for example, salts of alkyl sulphates and alkyl ether sulphates (for example sodium, magnesium, TEA, MEA and ammonia salts), salts of amide/amide ether sulphates, salts of alkyl semisulphosuccinates and alkyl sulphosuccinates, salts of alkyl ether semisulphosuccinates and alkyl ether sulphosuccinates, salts of acyl amide semisulphosuccinates and of acyl amide sulphosuccinates, salts of dodecyl benzene sulphonic acid, salts of alkyl/alkyl ether sulphoacetates, salts of sulphonated and/or sulphated organic molecules (for example, ⁇ -olefin sulphonates), salts of alkyl/
• compositions can be used are: shampoo, foam baths, foam showers, washing up liquid, liquid soaps, solid soaps, lotions, emulsions of various types, balsams, products having simultaneous detergent and conditioning effects on the skin and/or hair, oils, emollient and detergent milks, face cream and/or body cream and/or hair cream, detergents for intimate hygiene, brilliantine, permanent wave solutions, hair colouring, dentifrice, medicated cosmetics and pharmaceutical products.
• Table 1 GRAM+ BACTERIA: 1x10 7 Staphylococcus aureas ATCC6538 Staphylococcusepidermidis ATCC 12228 GRAM- BACTERIA: 1x10 7 Eschericha coli ATCC 8739 Pseudomonas aeruginosa ATCC 9027 Enterobacter cloacae ATCC 13047 Pseudomonas putida (from cosmetics)
• YEASTS 1x10 7 Candida albicans ATCC 10231 Saccharomyces cerevisiae ATCC 9763 FILAMENTARY FUNGI: 1x10 5 Aspergillus niger ATCC 16404 Penicillium funiculosum ATCC 9644
• the challenge test consists in monitoring the survival of the inoculants over time; this survival is indicative of the self-preservative capacity of the cosmetic product during the period of use by the consumer.
• survival of the inoculants was checked after 24 hours, seven days and 28 days from the inoculation.
• Monitoring at 24 hours represents a datum for the purpose of evaluating the rapidity of the self-presezvative system, that at 7 days indicates on the other hand the degree of risk of pollution of the product, whilst the test at 28 days, as well as representing confirmation of the previously obtained data, makes it possible to show up the possible formation of resistant strains.
• Table 2 Values obtained in the survival tests of the inoculations expressed in colony forming units per gram of product (c.f.u./g) Survival Gram + (c.f.u./g) Gram - (c.f.u./g) Filamentary Fungi (c.f.u./g) Yeasts (c.f.u./g) 24 hours ⁇ 10 10 2 ⁇ 10 10 2 7 days ⁇ 10 ⁇ 10 ⁇ 10 ⁇ l0 28 days ⁇ 10 ⁇ 10 ⁇ 10 ⁇ 10 ⁇ 10 ⁇ 10
• Potassium capryloyl hydrolysate of rice protein (30% active material): 5% Laurylethoxysulphate of sodium ethoxylate 3 moles (27% active material): 30% Potassium capryloyl glutamate (30% active material): 3% Laurylsulphate of tri-ethanol amine (39% active material): 6% Citric acid: as needed to pH 4.2 NaCl, colour, perfume and water: to 100%

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• Life Sciences & Earth Sciences (AREA)
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• Animal Behavior & Ethology (AREA)
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• 2001
  • 2001-11-07 IT IT2001TO001053A patent/ITTO20011053A1/it unknown
• 2002
  • 2002-11-06 US US10/494,733 patent/US20050008601A1/en not_active Abandoned
  • 2002-11-06 AU AU2002350672A patent/AU2002350672B2/en not_active Expired
  • 2002-11-06 EP EP02785364A patent/EP1446092B1/en not_active Expired - Lifetime
  • 2002-11-06 WO PCT/EP2002/012369 patent/WO2003039496A1/en not_active Ceased
  • 2002-11-06 DE DE60228305T patent/DE60228305D1/de not_active Expired - Lifetime
  • 2002-11-06 ES ES02785364T patent/ES2307804T3/es not_active Expired - Lifetime

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